CAS 63160-13-4 2-(Benzenesulfonyl)-3-phenyloxaziridine (HCID 320405)

Names & identifiers

Preferred name: 2-(Benzenesulfonyl)-3-phenyloxaziridine
IUPAC: 2-(benzenesulfonyl)-3-phenyloxaziridine
English name: 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine
Molecular formula: C13H11NO3S
Molecular weight: 261.3

Names & synonyms

2-(benzenesulfonyl)-3-phenyloxaziridineRefChem:459693862-503-93-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine63160-13-4Davis oxaziridineMFCD039318642-(Phenylsulfonyl)-3-phenyloxaziridine2-(benzenesulfonyl)-3-phenyl-oxaziridine80997-75-7NSC 2681123-Phenyl-2-(phenylsulfonyl)-oxaziridine

Show more names

2-OXAZIRIDINE3-PHENYL-2-(PHENYLSULFONYL)-1N-(Phenylsulfonyl)phenyloxaziridine3-Phenyl-N-phenylsulfonyloxaziridineOxaziridine, 3-phenyl-2-(phenylsulfonyltrans-2-(Phenylsulfonyl)-3-phenyloxyaziridineTRANS-2-(PHENYL SULFONYL)-3-PHENYL OXAZIRIDINE

3-phenyl-2-(phenylsulfonyl)OxaziridineDavis reagentOxaziridine, 3-phenyl-2-(phenylsulfonyl)-2-phenylsulfonyl-3-phenyloxaziridineNSC377129SCHEMBL113055SCHEMBL2338341SCHEMBL13663248

Database identifiers

CAS: 63160-13-4
PubChem CID: 320405
DTXSID: DTXSID10313234
EC Number: 862-503-9
Nikkaji: J274.580A

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 58.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 18
Formal charge: 0
Complexity: 378

Physicochemical properties

Melting point: 96 · 96-97 °C
Boiling point: 394.4 · 394.4±45.0 °C(Predicted)
Density: 1.398 · 1.398±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
form: Solid
pka: -13.47 · -13.47±0.40(Predicted)
color: White to Off-White
InChI: InChI=1S/C13H11NO3S/c15-18(16,12-9-5-2-6-10-12)14-13(17-14)11-7-3-1-4-8-11/h1-10,13H
InChIKey: MKHGVMIXRPGHOO-UHFFFAOYSA-N
SMILES: O1C(C2=CC=CC=C2)N1S(C1=CC=CC=C1)(=O)=O
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
HS Code: 2935909099 · 2935909099

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)

Safety data

hs_code: 2935909099
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesDavis Oxaziridine is an oxidizing agent used in the preparation of wide variety of pharmaceutical compounds.

Uses3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine, is an oxidizing agent used in the preparation of wide variety of pharmaceutical compounds.

General Description3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE is a neutral, aprotic, electrophilic oxidizing agent for the chemoselective oxidation of many nucleophilic substrates[1].

Preparation methods · 1 item

Preparation3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE can be readily prepared on a 100 g scale in 88% yield via oxidation of N-benzylidenebenzenesulfonamide with buffered m-Chloroperbenzoic Acid or more conveniently with Potassium Monoperoxysulfate (Oxone). This Baeyer-Villiger type of oxidation of sulfonimine affords only the trans-oxaziridine. A number of other (±)-trans-2-(arylsulfonyl)-3- aryloxaziridines (2) can also be prepared by these methods.